N-(γ-dimetilamminopropil)-2-ammino-4-cloroanilina | 56756-22-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-(γ-dimetilamminopropil)-2-ammino-4-cloroanilina
• 英文别名: 4-chloro-N1-(3-(dimethylamino)propyl)-N1-methylbenzene-1,2-diamine；4-Chloro-N1-[3-(dimethylamino)propyl]-1,2-benzenediamine；N-(γ-Dimethylaminopropyl)-2-amino-4-chloroanilin；4-chloro-1-N-[3-(dimethylamino)propyl]benzene-1,2-diamine
• CAS: 56756-22-0
• 化学式: C₁₁H₁₈ClN₃
• 分子量: 227.737
• InChiKey: RGXOWUCSJRRDTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  41.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  苯丙酮酸 、 N-(γ-dimetilamminopropil)-2-ammino-4-cloroanilina 以 乙醇 为溶剂， 反应 8.0h， 以70%的产率得到3-苄基-6-氯-1-[3-(二甲氨基)丙基]喹喔啉-2-酮
  参考文献：
  名称：

  Mule; Pirisino; Manca, Farmaco, Edizione Scientifica, 1988, vol. 43, # 7-8, p. 613 - 618

  摘要：

  DOI：
• 作为产物：
  描述：

  N,N-二甲基-1,3-二氨基丙烷 在 溶剂黄146 、 锌 作用下， 以 四氢呋喃 为溶剂， 反应 13.0h， 生成 N-(γ-dimetilamminopropil)-2-ammino-4-cloroanilina
  参考文献：
  名称：

  Design, synthesis and biological evaluation of novel 7-alkylamino substituted benzo[a]phenazin derivatives as dual topoisomerase I/II inhibitors

  摘要：

  A novel series of benzo[a]phenazin derivatives bearing alkylamino side chains were designed, synthesized and evaluated for their topoisomerases inhibitory activity as well as cytotoxicity against four human cancer cell lines (HL-60, K-562, HeLa, and A549). These compounds were found to be dual inhibitors of topoisomerase (Topo) I and Topo II, and exhibited excellent antiproliferative activity, in particular against HL-60 cells with submicromolar IC50 values. Further mechanistic studies showed that this class of compounds acted as Topo I poisons by stabilizing the Topo I-DNA cleavage complexes and Topo II catalytic inhibitors by inhibiting the ATPase activity of hTopo II. Molecular docking studies revealed the binding modes of these compounds for Topo I and Topo II. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.01.024

文献信息

• Benzimidazole derivative, hair growth promoter and external composition for skin using the same
  申请人：Shiseido Co., Ltd.

  公开号：US06204264B1

  公开（公告）日：2001-03-20

  A benzimidazole derivative or a salt thereof expressed by the following Formula (I): wherein one of A and B is a hydrocarbon group of C10-30 expressed by R1 and the other is —(CH2)n—NR2R3; R2 and R3 individually represent H, lower alkyl, phenyl or benzyl, or —NR2R3 may be a heterocycle having 3-7 members, or —CONR5—(CH2)n—NR2R3 may be the following Group (W): wherein R2 is H, lower alkyl, phenyl or benzyl and ring E is a heterocycle of 6 or 7 members; R4 is selected from the group consisting of H, halogen, cyano, trifluoromethyl, lower alkyl and etc.; R5 is H, lower alkyl, lower acyl or lower alkylcarbamoyl; m is 0 or 1; and n is an integer of 0-5. The benzimidazole derivative or the salt thereof has excellent hair growth and regrowth promoting effects, which are useful for care, improvement or prevention of hair loss in mammals and, in particular, in human.

  一种苯并咪唑衍生物或其盐，由以下式（I）表示：其中A和B中的一个是由R1表示的C10-30的烃基，另一个是—（CH2）n—NR2R3；R2和R3分别代表H、较低的烷基、苯基或苄基，或者—NR2R3可以是具有3-7个成员的杂环，或者—CONR5—（CH2）n—NR2R3可以是以下的基团（W）：其中R2为H、较低的烷基、苯基或苄基，环E为6或7个成员的杂环；R4选自H、卤素、氰基、三氟甲基、较低的烷基等组成的群；R5为H、较低的烷基、较低的酰基或较低的烷基甲酰基；m为0或1；n为0-5的整数。该苯并咪唑衍生物或其盐具有出色的促进头发生长和再生的效果，可用于哺乳动物的护理、改善或预防脱发，特别是人类。
• WO2006/44823
  申请人：——

  公开号：——

  公开（公告）日：——
• Savelli; Boido; Mule, Il Farmaco, 1989, vol. 44, # 2, p. 125 - 140
  作者：Savelli、Boido、Mule、Piu、Alamanni、Pirisino、Satta、Peana

  DOI：——

  日期：——
• Mule; Pirisino; Moretti, Bollettino Chimico Farmaceutico, 1994, vol. 133, # 3, p. 167 - 172
  作者：Mule、Pirisino、Moretti、Savelli、Boido、Satta、Peana

  DOI：——

  日期：——
• Mulè; Piu; Pirisino, Farmaco, Edizione Scientifica, 1986, vol. 41, # 4, p. 312 - 322
  作者：Mulè、Piu、Pirisino、Savelli、Manca、Satta

  DOI：——

  日期：——